[(2S,3S,4R,5R)-6-[[(1R,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

• Internal ID: 5fcce36b-fae0-4d24-8771-d15a5ad8b37e
• Taxonomy: Organoheterocyclic compounds > Indoles and derivatives > Pyridoindoles > Beta carbolines
• IUPAC Name: [(2S,3S,4R,5R)-6-[[(1R,19R,20S)-19-ethenyl-14-oxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,10.04,9.015,20]henicosa-2(10),4,6,8,15-pentaen-18-yl]oxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
• SMILES (Canonical): COC1=C(C=CC(=C1)C=CC(=O)OCC2C(C(C(C(O2)OC3C(C4CC5C6=C(CCN5C(=O)C4=CO3)C7=CC=CC=C7N6)C=C)O)O)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)/C=C/C(=O)OC[C@H]2[C@H]([C@H]([C@H](C(O2)OC3[C@@H]([C@@H]4C[C@@H]5C6=C(CCN5C(=O)C4=CO3)C7=CC=CC=C7N6)C=C)O)O)O)O
• InChI: InChI=1S/C36H38N2O11/c1-3-19-22-15-25-30-21(20-6-4-5-7-24(20)37-30)12-13-38(25)34(44)23(22)16-47-35(19)49-36-33(43)32(42)31(41)28(48-36)17-46-29(40)11-9-18-8-10-26(39)27(14-18)45-2/h3-11,14,16,19,22,25,28,31-33,35-37,39,41-43H,1,12-13,15,17H2,2H3/b11-9+/t19-,22+,25-,28+,31-,32-,33-,35?,36?/m1/s1
• InChI Key: RKWFJAHMIPBSAR-KBOBHBDSSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₆H₃₈N₂O₁₁
• Molecular Weight: 674.70 g/mol
• Exact Mass: 674.24756003 g/mol
• Topological Polar Surface Area (TPSA): 180.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 11
• H-Bond Donor: 5
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7397	73.97%
Caco-2	-	0.8788	87.88%
Blood Brain Barrier	-	0.8000	80.00%
Human oral bioavailability	-	0.9000	90.00%
Subcellular localzation	Mitochondria	0.6958	69.58%
OATP2B1 inhibitior	-	0.7185	71.85%
OATP1B1 inhibitior	+	0.8201	82.01%
OATP1B3 inhibitior	+	0.9196	91.96%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.8250	82.50%
BSEP inhibitior	+	0.8759	87.59%
P-glycoprotein inhibitior	+	0.7340	73.40%
P-glycoprotein substrate	+	0.6820	68.20%
CYP3A4 substrate	+	0.7415	74.15%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8553	85.53%
CYP3A4 inhibition	-	0.7680	76.80%
CYP2C9 inhibition	-	0.7827	78.27%
CYP2C19 inhibition	-	0.8014	80.14%
CYP2D6 inhibition	-	0.8342	83.42%
CYP1A2 inhibition	-	0.7132	71.32%
CYP2C8 inhibition	+	0.8171	81.71%
CYP inhibitory promiscuity	-	0.7338	73.38%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.5040	50.40%
Eye corrosion	-	0.9864	98.64%
Eye irritation	-	0.9239	92.39%
Skin irritation	-	0.7636	76.36%
Skin corrosion	-	0.9340	93.40%
Ames mutagenesis	-	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6584	65.84%
Micronuclear	+	0.8400	84.00%
Hepatotoxicity	-	0.5942	59.42%
skin sensitisation	-	0.8699	86.99%
Respiratory toxicity	+	0.9111	91.11%
Reproductive toxicity	+	0.9667	96.67%
Mitochondrial toxicity	+	0.9500	95.00%
Nephrotoxicity	-	0.9438	94.38%
Acute Oral Toxicity (c)	III	0.6246	62.46%
Estrogen receptor binding	+	0.8363	83.63%
Androgen receptor binding	+	0.7448	74.48%
Thyroid receptor binding	+	0.5445	54.45%
Glucocorticoid receptor binding	+	0.6879	68.79%
Aromatase binding	+	0.5269	52.69%
PPAR gamma	+	0.7380	73.80%
Honey bee toxicity	-	0.7194	71.94%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5000	50.00%
Fish aquatic toxicity	+	0.9346	93.46%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.80%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	99.77%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	99.14%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.57%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	98.32%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	97.85%	86.33%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.48%	85.14%
CHEMBL2002	P12268	Inosine-5'-monophosphate dehydrogenase 2	96.87%	98.21%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.33%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.18%	97.09%
CHEMBL2581	P07339	Cathepsin D	93.06%	98.95%
CHEMBL4302	P08183	P-glycoprotein 1	92.49%	92.98%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.26%	89.62%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.91%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	87.61%	80.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	87.32%	91.71%
CHEMBL2535	P11166	Glucose transporter	87.06%	98.75%
CHEMBL1902	P62942	FK506-binding protein 1A	86.96%	97.05%
CHEMBL4208	P20618	Proteasome component C5	86.52%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.05%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.73%	99.17%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.99%	92.94%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	82.15%	95.83%
CHEMBL5028	O14672	ADAM10	80.47%	97.50%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.24%	98.00%

Plants that contains it

• Uncaria rhynchophylla
• Uncaria tomentosa

Cross-Links

• PubChem: 11972452
• NPASS: NPC244572